Diisopropylethylamine → 5-Bromo-6-(4-fluoro-phenyl)-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide

To a solution of 0.78 g of 5-bromo-6-(4-fluoro-phenyl)-pyrazine-2-carboxylic acid in 15.0 ml dichloromethane was added at room temperature 0.39 g (1-chloro-2-methyl-propenyl)-dimethyl-amine and the mixture was stirred for 0.5 hours at room temperature. To the resulting white suspension was added 0.333 g 4-amino-2-cyclopropyl-butan-2-ol and 0.45 ml N-ethyldiisopropylamine and the mixture was stirred for 2 hours at room temperature. The resulting mixture was partitioned between 10% aqueous citric acid and dichloromethane. The phases were separated and the organic layer was dried over magnesium sulfate and evaporated. The residue was purified by chromatography on silica gel using a gradient of heptane to 25% ethyl acetate in heptane to yield 0.70 g of the title compound as white crystals. MS (ISP) (M+H+)=394.1 and 396.0.

1. stirringthe mixture was stirred for 2 hours at room temperature
2. customThe resulting mixture was partitioned between 10% aqueous citric acid and dichloromethane
3. customThe phases were separated
4. dry with materialthe organic layer was dried over magnesium sulfate
5. customevaporated
6. customThe residue was purified by chromatography on silica gel using a gradient of heptane to 25% ethyl acetate in heptane

ORDレコード

ord-bd02f1d47f994e9192658472b10f17d3

出典データセット

uspto-grants-2009_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07629346B2